Homes with Pools for Sale in Chicago, IL

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ABOUT THIS HOME
Home with a Pool for sale in Chicago, IL:
TURN-KEY, Chicago style Brick building in HIGHLY APPRECIATING beautiful HUMBOLDT PARK! Two 2-Bedroom units with a large enclosed back porch for additional space or storage with each unit. PLUS Large, open BASEMENT with high ceilings, plumbing ready, and front & rear access, that can easily be a CONVERTED into a 3RD UNIT! Apartments are so easy to rent. fyi; No garage and no alley access. Great location! Walk to Green Line!Conveniently near transportation, parks, restaurants and shopping. Close proximity to beautiful downtown!

$347,500

5 beds2 baths— sq ft

746 N Trumbull Ave, Chicago, IL 60624

2,100 sq ft lot • Built 1910

LISTED BY REDFIN3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Chicago, IL:
Experience luxury living at Lakeshore East's iconic 340 on the Park. This expansive 1 bed / 1.1 bath residence offers 1,281 sq ft of bright, modern living with floor-to-ceiling windows that frame wide city views. The open layout features bamboo flooring and a sleek, upgraded kitchen with Snaidero cherry cabinetry, quartz counters, a translucent glass tile backsplash, GE Monogram appliances, and a true vented range hood. The oversized bedroom suite includes brand-new carpet, a generous walk-in closet, and a spa-caliber bath with a soaking tub and separate walk-in shower. In-unit laundry adds convenience. Resort-style building amenities include a 75-ft indoor lap pool, steam, sauna, hot tub,

$455,000

1 bed1.5 baths1,281 sq ft

340 E Randolph St #302, Chicago, IL 60601

$763 HOA • Community pool • Built 2005

LISTED BY REDFIN3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Chicago, IL:
Experience lakefront living at its finest in this stunning east-facing two-bedroom residence at 3180 N Lake Shore Drive. Wake up to breathtaking sunrise views over Lake Michigan and Belmont Harbor through expansive picture windows that fill the home with natural light. Step off the elevator into a semi-private foyer shared with only one other unit, ensuring exceptional privacy. Inside, a grand marble foyer sets the tone for the home's timeless elegance. Offering approximately 1,500 square feet, the spacious layout is ideal for both everyday living and entertaining. The open living and dining areas flow seamlessly, with a versatile space perfect for a formal dining room, home office, or den.

$449,000

2 beds2 baths1,499 sq ft

3180 N Lake Shore Dr Unit 13C, Chicago, IL 60657

Lakefront living • Dual entrances • Grand marble foyer

REDFIN COMING SOON3D WALKTHROUGH

$252,000

0 beds1 bath450 sq ft

1555 N Dearborn Pkwy Unit 17C, Chicago, IL 60610

$690 HOA • Built 1968 • Listed 3 days

NEW 36 MINS AGO

ABOUT THIS HOME
Home with a Pool for sale in Chicago, IL:
Charming Brick Bungalow in Auburn Gresham - 4 Bed, 2 Bath Welcome to this classic brick bungalow nestled in the heart of the desirable Auburn Gresham neighborhood. This spacious home offers 4 generously sized bedrooms and 2 full bathrooms, perfect for families or those seeking ample living space. The property has been partially updated, featuring new mechanical systems that provide peace of mind and improved energy efficiency. While retaining its original charm and character, this home offers a solid foundation for further customization and personal touches. With its timeless brick exterior, this residence combines durability and curb appeal. Conveniently located near schools, parks, pub

$250,000

4 beds1.5 baths2,400 sq ft

7629 S Green St, Chicago, IL 60620

2 garage spots • Built 1913

Property at 1012 N Ridgeway Ave, Chicago, IL 60651, 5 beds, 3 baths

$369,000

5 beds3 baths— sq ft

1012 N Ridgeway Ave, Chicago, IL 60651

Property at 7637 N Greenview Ave Unit 2W, Chicago, IL 60626, 2 beds, 1 bath

$200,000

2 beds1 bath— sq ft

7637 N Greenview Ave Unit 2W, Chicago, IL 60626

Property at 2430 N Normandy Ave, Chicago, IL 60707, 3 beds, 3 baths

$480,000

3 beds3 baths1,750 sq ft

2430 N Normandy Ave, Chicago, IL 60707

Property at 3227 S Stewart Ave, Chicago, IL 60616, 4 beds, 3.5 baths

$759,900

4 beds3.5 baths2,176 sq ft

3227 S Stewart Ave, Chicago, IL 60616

Property at 4932 S Winchester Ave, Chicago, IL 60609, 6 beds, 3 baths

$149,000

6 beds3 baths— sq ft

4932 S Winchester Ave, Chicago, IL 60609

Property at 2171 N Mobile Ave, Chicago, IL 60639, 6 beds, 2 baths

$349,000

6 beds2 baths1,300 sq ft

2171 N Mobile Ave, Chicago, IL 60639

Property at 5707 S Blackstone Ave #2, Chicago, IL 60637, 4 beds, 2 baths

$375,000

4 beds2 baths1,600 sq ft

5707 S Blackstone Ave #2, Chicago, IL 60637

Property at 6701 N Bosworth Ave Unit B2, Chicago, IL 60626, 2 beds, 2 baths

$395,000

2 beds2 baths1,500 sq ft

6701 N Bosworth Ave Unit B2, Chicago, IL 60626

Property at 21 E 26th St #3, Chicago, IL 60616, 2 beds, 2 baths

$334,900

2 beds2 baths1,500 sq ft

21 E 26th St #3, Chicago, IL 60616

Property at 3145 W 42nd St, Chicago, IL 60632, 5 beds, 2.5 baths

$515,000

5 beds2.5 baths— sq ft

3145 W 42nd St, Chicago, IL 60632

Property at 5834 S Keeler Ave, Chicago, IL 60629, 6 beds, 4 baths

$479,900

6 beds4 baths— sq ft

5834 S Keeler Ave, Chicago, IL 60629

Property at 5106 S Carpenter St, Chicago, IL 60609, 4 beds, 2 baths

$175,000

4 beds2 baths— sq ft

5106 S Carpenter St, Chicago, IL 60609

Property at 1628 W Juneway Ave #1, Chicago, IL 60626, 3 beds, 2.5 baths

$410,000

3 beds2.5 baths2,200 sq ft

1628 W Juneway Ave #1, Chicago, IL 60626

Property at 8710 W Evelyn Ln #106, Chicago, IL 60656, 1 bed, 2 baths

$189,000

1 bed2 baths— sq ft

8710 W Evelyn Ln #106, Chicago, IL 60656

Property at 1440 N Lake Shore Dr Unit 5D, Chicago, IL 60610, 2 beds, 2 baths

$525,000

2 beds2 baths— sq ft

1440 N Lake Shore Dr Unit 5D, Chicago, IL 60610

Property at 400 N Lasalle St #1404, Chicago, IL 60654, 1 bed, 1 bath

$339,900

1 bed1 bath861 sq ft

400 N Lasalle St #1404, Chicago, IL 60654

Property at 8151 S Bennett Ave, Chicago, IL 60617, 9 beds, 3 baths

$250,000

9 beds3 baths— sq ft

8151 S Bennett Ave, Chicago, IL 60617

Property at Sign in for address, Chicago, IL 60619, 2 beds, 1 bath

$59,999

2 beds1 bath1,106 sq ft

Property at 8444 W Wilson Ave #407, Chicago, IL 60656, 1 bed, 1 bath

$140,000

1 bed1 bath845 sq ft

8444 W Wilson Ave #407, Chicago, IL 60656

Property at 11641 S Sangamon St, Chicago, IL 60643, 3 beds, 1 bath

$49,999

3 beds1 bath1,092 sq ft

11641 S Sangamon St, Chicago, IL 60643

Property at 7411 N Hoyne Ave #3, Chicago, IL 60645, 2 beds, 2 baths

$250,000

2 beds2 baths1,200 sq ft

7411 N Hoyne Ave #3, Chicago, IL 60645

Property at 4931 S Knox Ave, Chicago, IL 60632, 5 beds, 2 baths

$419,900

5 beds2 baths1,032 sq ft

4931 S Knox Ave, Chicago, IL 60632

Property at Sign in for address, Chicago, IL 60628, 2 beds, 1 bath

$49,999

2 beds1 bath1,088 sq ft

Property at 6114 W 55th St #5, Chicago, IL 60638, 2 beds, 2 baths

$249,900

2 beds2 baths1,206 sq ft

6114 W 55th St #5, Chicago, IL 60638

Property at 754 N Bishop St #305, Chicago, IL 60642, 3 beds, 2 baths

$879,000

3 beds2 baths— sq ft

754 N Bishop St #305, Chicago, IL 60642

Property at 238 W 31st St Unit 4W, Chicago, IL 60616, 3 beds, 1 bath

$183,000

3 beds1 bath1,000 sq ft

238 W 31st St Unit 4W, Chicago, IL 60616

Property at 3550 N Lake Shore Dr #624, Chicago, IL 60657, 1 bed, 1 bath

$175,000

1 bed1 bath750 sq ft

3550 N Lake Shore Dr #624, Chicago, IL 60657

Property at 4015 N Albany Ave, Chicago, IL 60618, 5 beds, 3.5 baths

$1,350,000

5 beds3.5 baths— sq ft

4015 N Albany Ave, Chicago, IL 60618

Property at 8011 S Michigan Ave, Chicago, IL 60619, 4 beds, 2 baths

$319,926

4 beds2 baths2,800 sq ft

8011 S Michigan Ave, Chicago, IL 60619

Property at 1813 W 63rd St, Chicago, IL 60636

$439,900

— beds— baths2,424 sq ft

1813 W 63rd St, Chicago, IL 60636

Property at 8156 S Drexel Ave Unit 1D, Chicago, IL 60619, 2 beds, 2 baths

$59,000

2 beds2 baths— sq ft

8156 S Drexel Ave Unit 1D, Chicago, IL 60619

Property at 706 E 72nd St, Chicago, IL 60619, 5 beds, 1.5 baths

$99,900

5 beds1.5 baths1,718 sq ft

706 E 72nd St, Chicago, IL 60619

Property at 406 W 99th Pl, Chicago, IL 60628, 3 beds, 1.5 baths

$219,900

3 beds1.5 baths1,051 sq ft

406 W 99th Pl, Chicago, IL 60628

Property at 1412 E Rochdale Pl, Chicago, IL 60615, 4 beds, 1.5 baths

$650,000

4 beds1.5 baths— sq ft

1412 E Rochdale Pl, Chicago, IL 60615

Property at 6521 N Kedzie Ave, Chicago, IL 60645, 3 beds, 1.5 baths

$339,000

3 beds1.5 baths1,120 sq ft

6521 N Kedzie Ave, Chicago, IL 60645

Property at 9514 S Normal Ave, Chicago, IL 60628, 5 beds, 2 baths

$285,000

5 beds2 baths1,906 sq ft

9514 S Normal Ave, Chicago, IL 60628

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Based on information submitted to the MLS GRID as of Fri Jan 02 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Homes with Pools for Sale in Chicago

There are currently 4842 homes with pools for sale in Chicago at a median listing price of $350K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Chicago stay on the market for 65 days and receive 3 offers. Popular neighborhoods include Lincoln Park, Lake View, Beverly, Logan Square, and West Loop. This map is refreshed with the newest listings in Chicago every 15 minutes.

In the past month, 1588 homes have been sold in Chicago. In addition to houses in Chicago, there were also 3884 condos, 273 townhouses, and 1518 multi-family units for sale in Chicago last month. Chicago is a fairly walkable city in Cook County with a Walk Score of 77. Chicago is home to approximately 2,691,070 people and 1,261,210 jobs. Find your dream home in Chicago using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Chicago are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Chicago. Our Chicago real estate stats and trends will give you more information about home buying and selling trends in Chicago. If you're looking to sell your home in the Chicago area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Chicago with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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